I have two-- one in tweed and one in Olive leather. I've never used the tweed one, so I'm basing my opinion on carrying the leather one... I'd say it's a medium bag. The opening on top is pretty narrow and the bag is very flat, but it's wide at the bottom. It sits nicely on the shoulder and the drop is a good length. But the wide bottom part sticks out and I bump into things when I wear it. IDK it's one of those bags that I loved at first, but it tends to evoke strong reactions from people-- they either love it or hate it. I'm kind of liking it less and less lately